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CAS No. :4682-36-4
Name :Orphenadrine citrate
Synonyms::beta-dimethylaminoethyl 2-methylbenzhydryl ether
citrate;BETA-DIMETHYLAMINOETHYL 2-METHYLBENZHYDRYL
ETHER CITRATE SALT;o-methyldiphenhydramine
citrate;ORPHENADRINE CITRATE SALT;orphenadrine
dihydrogen
citrate;Banflex;N,N-Dimethyl-2-[(2-methylphenyl)phenylmethoxy]
ethanamine Citrate Salt;X-Ota
Molecular Formula:C24H31NO8
Molecular Weight::461.5
Wiki:
Orphenadrine Systematic (IUPAC) name N,N
-dimethyl-2-[(2-methylphenyl)- phenyl-methoxy]-ethanamine Clinical
data Trade names Invagesic AHFS/Drugs.com monograph
MedlinePlus a682162 Pregnancy cat. B2 (AU) C (US) Legal status
Prescription Only (S4) (AU) OTC (CA) POM (UK) â„ž-only (US)
Routes Oral, intravenous, intramuscular Pharmacokinetic data
Bioavailability 90% Protein binding 95% Metabolism Hepatic
demethylation Half-life 13-20 hours[1] Excretion Renal and biliary
Identifiers CAS number 83-98-7Â Y ATC code M03BC01 N04AB02
PubChem CID 4601 DrugBank DB01173 ChemSpider 4440Â Y UNII
AL805O9OG9Â Y KEGG D08305Â Y ChEBI CHEBI:7789Â Y
ChEMBL CHEMBL900Â Y Chemical data Formula C18H23NOÂ Mol.
mass 269.381 g/mol SMILES O(CCN(C)C)C(c1ccccc1)c2ccccc2C
InChI
InChI=1S/C18H23NO/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16-1
0-5-4-6-11-16/h4-12,18H,13-14H2,1-3H3Â Y
Key:QVYRGXJJSLMXQH-UHFFFAOYSA-NÂ Y Â YÂ (what is
this?)Â Â (verify) Orphenadrine (sold under the brand names:
Norflex, Mephenamin, Disipal, Banflex, Flexon, Biorphen,
Brocasipal, Dolan, Norgesic, OrfenAce and others) is an
anticholinergic drug of the ethanolamine antihistamine class with
prominent CNS and peripheral actions used to treat painful muscle
spasms, other similar conditions, as well as the treatment of some
aspects of Parkinson's Disease. It is closely related to
diphenhydramine. Therefore, it is related to other drugs used for
Parkinson's like benztropine and trihexyphenidyl, and it is also
structurally related to nefopam,[2] which is a centrally-acting yet
non-opioid analgesic. The combination of anticholinergic effects and
CNS penetration make orphenadrine useful for pain of all etiologies,
including pain from: radiculopathy, muscle pain, and headaches[
citation needed]. Orphenadrine has approximately 58% of the
anticholinergic potency of atropine at equivalent doses. Orphenadrine
is most often used against pain and muscle spasm of various
etiologies including lumbago, sciatica, and injury. It is quite useful
against allergic symptoms and other histamine-related effects, such
as those from hay fever, other allergies, and histamine release from
many opioid analgesics. Where available for prescription
compounding, orphenadrine can also be prepared for topical
administration and works slightly better than diphenhydramine for this
purpose. The orphenadrine salt used for Parkinsonism is the
hydrochloride, whereas the muscle relaxant tablets are the citrate.
The manufacturers' descriptions of orphenadrine indicate that the
salts are not interchangeable; one reason may be that the citrate can
be irritating when injected. Euphoria is an effect reported by many
patients and orphenadrine has been investigated for use against
depression, as first reported in June 1958 in the American Journal of
Psychiatry.[3] Like many first-generation antihistamines and
chemically-similar anticholinergics, orphenadrine can also cause
excitement and insomnia, particularly in children and the elderly.
Orphenadrine also works on smooth muscle in a manner identical to
that of dicyclomine, brand name Bentyl, and will impact Irritable Bowel
Syndrome in a similar fashion. Safety Statements:22-36 ;

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